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Holiday Villas with Pool in Italy

Below you will find our entire range of Italian holiday villas with pool. To narrow down the list, you can select the number of persons, and additional amenities (private pool, child safe pool, heated pool, near the beach, etc.). Don’t forget to click the search button.

Dario 1
Borgo di Pietrafitta

Dario 1

The main farmbuilding of the estate

This farm used to give shelter to the sharecroppers who lived on the estate to tend the land and the animals. 5 families used to live here originally, 5 apartments ...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 805.00 €

2 1 1 Pool Internet Access Florence 47km
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Villa Tombolino
Tombolino Bolgheri

Villa Tombolino

Elegant beachfront villa on the famous Bolgheri coastline

Unspoilt beaches fringed with dunes are backed by hillsides covered in Mediterranean scrub and olive groves, crested by charming hill-top villages. The reclaimed fl...

Key activities:

direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns

As from 9340.00 €

12 6 6 Pool Internet Access Pisa airport 67 km (under one hour)
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Chiarentana – Beco
La Foce

Chiarentana – Beco

6 generous holiday apartments built around a magical courtyard

Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.

The 6 apartmen...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 1100.00 €

4 2 2 Pool Internet Access Florence: 150 km
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Tempietto
Frassanelle

Tempietto

A 19th century garden folly near Venice - with pool, available for weekly rentals

The romanticism of this house makes it truly exceptional. The playfully charming Tempietto was built in 1822 in pure neoclassical style. It was conceived as a place...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 840.00 €

4 2 2 Pool Internet Access Venice: 68 km
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Cutignolo Podere
Marsiliana

Cutignolo Podere

Colourfull family house with pool near the sea in southern Tuscany

Cutignolo Podere is a generous, colourful and cheerful house. Filled with sun light, large french windows on the ground floor rooms allow you to move freely between...

Key activities:

visiting the wine estate, beach life, bicling, hiking, tennis (village)

As from 2150.00 €

10 10 5 Pool Roma Fiumicino: 120 km
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Gonzola
La Foce

Gonzola

Fragrant herbs and roses surround this authentic and beautifully restored farm building

A Gonzola lies in the middle of open farmland, surrounded by fields of wheat and sunflowers on one side and a small wood and the strange shapes of the distinctive c...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 3570.00 €

10 5 4 Pool Internet Access Florence: 150 km
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Guardia 1
Borgo di Pietrafitta

Guardia 1

The gamekeepers abode

What used to be the gamekeepers dwelling lies on the edge of the hamlet and overlooks the pool and the surrounding rolling hills covered in woods and olive groves. ...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1050.00 €

3 2 1 Pool Internet Access Florence 47km
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Montecucco
Vivo d'Orcia

Montecucco

Restored farmhouse south of Siena with pool and views onto the vineyards of Montalcino

Villa Montecucco is located at an altitude of 400 metres above sea level, twenty minutes’ drive from the castle estate of Vivo D’Orcia. It benefits from absolut...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from 2420.00 €

8 4 4 Pool Internet Access Florence: 150 km
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Il Torrino
Borgo di Pietrafitta

Il Torrino

The medieval donjon

Il Torrino used to be the defence tower of the original medieval settlement situated on the road between Florence and Rome. As such it is located a little above the...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1523.00 €

6 4 2 Pool Internet Access Florence 47km
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Casa di Pietro
Vivo d'Orcia

Casa di Pietro

Charming 2 bedroom cottage with pool near Montalcino - CLASS LISTED / LANDMARKED BUILDING

Casa di Pietro is a two storied house with walled in garden on the Vivo d'Orcia estate. It is one of a row of cottages built for the people working on the estate, b...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from 1050.00 €

4 2 2 Pool Internet Access Florence: 150 km
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